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Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione
In the molecule of the title compound, C(7)H(9)ClN(2)O(2), the conformation is determined by intramolecular C—H⋯O and C—H⋯Cl hydrogen bonds, which generate S(6) and S(5) ring motifs. The isopropyl group is almost perpendicular to the pyrimidine ring with torsion angles of −70.8 (3) and 56.0 (3)°....
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257309/ https://www.ncbi.nlm.nih.gov/pubmed/25484791 http://dx.doi.org/10.1107/S1600536814021382 |
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author | Haress, Nadia G. Ghabbour, Hazem A. El-Emam, Ali A. Chidan Kumar, C. S. Fun, Hoong-Kun |
author_facet | Haress, Nadia G. Ghabbour, Hazem A. El-Emam, Ali A. Chidan Kumar, C. S. Fun, Hoong-Kun |
author_sort | Haress, Nadia G. |
collection | PubMed |
description | In the molecule of the title compound, C(7)H(9)ClN(2)O(2), the conformation is determined by intramolecular C—H⋯O and C—H⋯Cl hydrogen bonds, which generate S(6) and S(5) ring motifs. The isopropyl group is almost perpendicular to the pyrimidine ring with torsion angles of −70.8 (3) and 56.0 (3)°. In the crystal, two inversion-related molecules are linked via a pair of N—H⋯O hydrogen bonds into R (2) (2)(8) dimers; these dimers are connected into chains extending along the bc plane via an additional N—H⋯O hydrogen bond and weaker C—H⋯O hydrogen bonds. The crystal structure is further stabilized by a weak π–π interaction [3.6465 (10) Å] between adjacent pyrimidine-dione rings arranged in a head-to-tail fashion, producing a three-dimensional network. |
format | Online Article Text |
id | pubmed-4257309 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-42573092014-12-05 Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione Haress, Nadia G. Ghabbour, Hazem A. El-Emam, Ali A. Chidan Kumar, C. S. Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Data Reports In the molecule of the title compound, C(7)H(9)ClN(2)O(2), the conformation is determined by intramolecular C—H⋯O and C—H⋯Cl hydrogen bonds, which generate S(6) and S(5) ring motifs. The isopropyl group is almost perpendicular to the pyrimidine ring with torsion angles of −70.8 (3) and 56.0 (3)°. In the crystal, two inversion-related molecules are linked via a pair of N—H⋯O hydrogen bonds into R (2) (2)(8) dimers; these dimers are connected into chains extending along the bc plane via an additional N—H⋯O hydrogen bond and weaker C—H⋯O hydrogen bonds. The crystal structure is further stabilized by a weak π–π interaction [3.6465 (10) Å] between adjacent pyrimidine-dione rings arranged in a head-to-tail fashion, producing a three-dimensional network. International Union of Crystallography 2014-10-04 /pmc/articles/PMC4257309/ /pubmed/25484791 http://dx.doi.org/10.1107/S1600536814021382 Text en © Haress et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Data Reports Haress, Nadia G. Ghabbour, Hazem A. El-Emam, Ali A. Chidan Kumar, C. S. Fun, Hoong-Kun Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione |
title | Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione |
title_full | Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione |
title_fullStr | Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione |
title_full_unstemmed | Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione |
title_short | Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione |
title_sort | crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1h,3h)-dione |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257309/ https://www.ncbi.nlm.nih.gov/pubmed/25484791 http://dx.doi.org/10.1107/S1600536814021382 |
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